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Trendy Shoes to Flex All Season Long

Hot Picks for Your Main Character Moment

Step into your spotlight with trendy shoes that make every outfit pop. From sun-soaked hangs to formal soirées, Windsor’s summer shoe collection is stacked with heels, sandals, boots, booties, and more—basically, every style you need to go from “getting ready” to “it girl energy” in a snap. Whether you’re that always-put-together friend, the spontaneous social butterfly, or somewhere in between, your next obsession starts here.

Dress Heels That *Do the Most*

This season’s edit? Total main character. Lace-up heels with 3D butterfly and flower details bring flirty vibes, while rhinestone-covered stilettos turn heads from every angle. For weddings or big event energy, dress heels in metallic finishes and platforms with trendy hardware give instant glam. Bridesmaid heels and wedding dress shoes stun in sleek satins, mesh, or glittery faux leather—and they’re all made with Windsor’s comfort-first insoles so your feet feel as good as you look.

Everyday Shoes with Main-Character Energy

On casual days, keep your cool in mules, flats, or low-block heels that go with everything from joggers to jean shorts. Into a bold boot moment year-round? We got you. Knee-high boots, cowgirl boots, and lug sole boots bring that unexpected edge to your festival ‘fit or rooftop vibe. And yes, they come in everything from classic neutrals to dopamine-bright colors made for selfies.

The Details That Make a Difference

With almond, square, pointy, peep toe, and open-toe styles, there’s a toe shape for every mood. Adjustable straps, metallic sheens, and textures like patent faux leather and all-over rhinestones make it easy to build your look from the feet up. And because we know you’ve got places to be (and pics to post), most styles come in multiple heel heights so you can slay your day—comfortably.

Trendy Shoes = Your New Summer Flex

Scroll less and slay more with Windsor’s must-have summer shoes. These trendy shoes are ready to upgrade your rotation, one click, tap, or store trip at a time.

What Shoes Can I Wear With Jeans?

Honestly? Anything from Windsor. Pair your straight-leg denim with block heels or heeled mules for that low-effort, high-style vibe. Craving something cooler for cropped jeans? Try pointed-toe stilettos or trendy neutral-toned booties to elevate your look.

For casual slays, strappy sandals or flats are perfect for brunch or running errands with style. Want to dress up your fav dark-wash jeans? Go for a glitter heel, bold platform, or clear mule—you’ll be out the door and dressed to impress in seconds.

What Shoes Can I Wear With Jeans?

The best shoes to wear with jeans depend on your denim style, wash, and overall look. Black ankle boots or heeled mules pair effortlessly with straight-leg jeans for a sleek, polished vibe. For cropped denim, opt for pointed-toe heels, strappy mules, or neutral-toned boots to elevate your outfit for work or date night.

Keeping it casual? A stylish yet comfortable sandal adds an effortless edge to your everyday look. If you're dressing up dark-wash jeans with a bustier or statement-sleeve top, go for trendy clear mules or block heels that are easy to wear for hours.

  • Lace Up Peep Toe Stiletto Booties

    Lace-up in these booties that elevate your looks this season! They feature a zippered back, a cutout lace-up front, peep toe, and a sleek stiletto heel. Complete your look with high waist pants and a chunky cable knit sweater. 

    Fit & Features

    • Ankle-length 
    • Zippered back  
    • Cutout lace-up front 
    • Peep toe
    • Stiletto heel
    • Faux suede material 

    Style Number/Barcode: 07403-0342

    Category Name: Women’s Shoes

    Price: $12.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Basic Zip-Up Block Heels

    Keep it basic with a classic zip-up block heel! These feature an open almond toe, a thin ankle strap, and will go with all of your 'fits. Keep it casual with a pair of skinny jeans for a lunch date, or dress it up with a bodycon dress for a night out.

    Fit & Features

    • Open almond toe
    • Toe strap
    • Thin ankle strap
    • Closed-back with a zipper
    • Sturdy block heel

    Style Number/Barcode: 07401-2390

    Category Name: Women’s Shoes

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Step It Up Faux Leather Wedge Sneakers

    Step up your shoe game with these trendy faux leather wedge sneaks! They feature a lace-up front, side zipper detail, and a wedge heel. Amp up your shopping day by pairing these sneakers with a mini dress and hoop earrings.

    Fit & Features

    • Lace-up front
    • Side zipper detail
    • Wedge heel
    • PU material

    Style Number/Barcode: 07407-0159

    Category Name: Women’s Shoes

    Price: $12.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Chrome Cutie Rhinestone Block Heels

    Reflect glamour in these block heels that bring the glitz to your formal outfits! Impress at your special event in chrome heels that features a dazzling rhinestone embellished strap and a trendy block heel to strut with confidence. Complete your look with a statement skater dress! 

    Fit & Features

    • Closed-back
    • Adjustable ankle strap 
    • Open almond toe
    • Rhinestone embellished strap over the toe
    • Block heel
    • Chrome finish 

    Style Number/Barcode: 07401-2213

    Category Name: Women’s Shoes

    Price: $12.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Wild Thing Block Heel Booties

    Keep it fierce in booties that showcase your wild side! The booties feature an around the ankle length, a pointy toe, a stacked block heel, and a textured faux leather body. Complete your look with high waist jeans and an oversized cardigan this season! 

    Fit & Features

    • Around the ankle-length 
    • Pull-tabs at the back 
    • Pointy toe
    • Inner-zipper closure
    • Stacked block heel
    • Textured faux leather material 

    Style Number/Barcode: 07403-0312

    Category Name: Women’s Shoes

    Price: $18.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Golden Hour Spiral Stiletto Heels

    These stiletto heels shine brighter than your favorite filter. The metallic finish + spiral strap = instant golden goddess vibes, perfect for dressy occasions or date nights!

    Fit & Features

    • Stiletto heel
    • Almond toe
    • Spiral straps
    • Metallic faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-000351

    Category Name: Women’s Shoes

    Price: $35.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sassy Straps Lace-Up Block Heels

    Lace-up in trendy block heels this season! Perfect for that upcoming weekend getaway or date night, these heels feature lace-up straps, a narrow block heel, and composed of faux suede material. Complete your look with a stunning floral dress and fringe earrings!

    Fit & Features

    • Open back
    • Lace-up straps
    • Criss-cross straps over the toe 
    • Clear strap over the toe
    • Narrow block heel
    • Open square toe
    • Faux suede material 

     

    Please be advised that these heels run 1/2 a size small.

    Style Number/Barcode: 07401-2323

    Category Name: Women’s Shoes

    Price: $12.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Casually Cute Slip On Sneakers

    Keep it casual in sneakers to nail down those low-key outfits this season. The sneakers feature an easy slip-on design, a round toe, and a canvas material body. Complete your effortlessly casual look with a graphic tee and high waist jeans. 

    Fit & Features

    • Slip-on design
    • Round toe
    • Canvas material body
    • Thick sole
    • Available in beige, black and camo print  

     

    Please be advised that these shoes run 1/2 a size small.

    Style Number/Barcode: 07407-0064

    Category Name: Women’s Shoes

    Price: $12.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Stunning Strappy Faux Suede Block Heels

    Strap up in stunning block heels that elevate your looks! Perfect for that upcoming bridal shower or date night, these heels feature lace-up straps, a narrow block heel, and composed of faux suede material. Complete your look with a stunning floral dress and fringe earrings!

    Fit & Features

    • Open back
    • Lace-up straps
    • Criss-cross straps over the toe 
    • Clear strap over the toe
    • Narrow block heel
    • Open square toe
    • Faux suede material 

     

    Please be advised that these heels run 1/2 a size small.

    Style Number/Barcode: 07401-2324

    Category Name: Women’s Shoes

    Price: $16.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Wrapped In Style Block Heel

    Wrap yourself in these chic block heels to all your favorite looks! Perfect for stepping out for a casual brunch, these heels feature a wrap-around strap that sits at the mid-calf, criss-cross straps over the toe and a low block heel. Complete your look with a trendy sundress.

    Fit & Features

    • Wrap-around straps
    • Open back
    • Open almond-toe
    • Crisscross straps over the toe
    • Low block heel 

    Style Number/Barcode: 07401-2371

    Category Name: Women’s Shoes

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Nubuck Basic Short Block Heels

    These basic short block heels are a must-have for any wardrobe! They will complete your work from home ensemble with their sturdy block heel and sleek nubuck material. Pair with your fave blouse and curve hugging pencil skirt to further level up your look!

    Fit & Features

    • Open almond toe | Toe strap
    • Around the ankle thin strap
    • Closed back | Zipper closure
    • Sturdy short block heel
    • Nubuck material

    Style Number/Barcode: 07401-0976

    Category Name: Women’s Shoes

    Price: $12.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Nubuck Peep Toe Stiletto Heels

    These stilettos will elevate your whole 'fit! Have a fancy dinner in with these heels that feature a peep toe and nubuck material. Pair with a curve hugging midi dress and some adorable stud earrings for a beyond gorgeous look.

    Fit & Features

    • Almond peep toe
    • Closed back
    • Stiletto heel
    • Nubuck material

    Style Number/Barcode: 07401-2378

    Category Name: Women’s Shoes

    Price: $13.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Keepin' It Simple Double Band Mules

    Keep it simple and timeless when you slip into these effortless mules! Pair with cut off denim, or a simple work wear outfit!

    • Open almond toe
    • Double thick bands
    • Slide on fit
    • Block heel
    • Faux nubuck

    Style Number/Barcode: 07401-0927

    Category Name: Women’s Shoes

    Price: $12.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Strut It Out Caged Strappy Heels

    Strut it out with confidence in a pair of caged strappy heels! Style them perfectly with high waist black denim, or a flowing maxi dress!

    • Open almond toe
    • Braided caged design
    • Ankle strap
    • Stacked heel
    • Adjustable pin buckle closure

    Style Number/Barcode: 07403-0300

    Category Name: Women’s Shoes

    Price: $18.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Classic Chic Square Toe Block Heels

    Classic chic will be your vibe in these block heels! Featuring a trendy square toe and an adjustable around the ankle strap, they're perf for your work from home look. Pair with a flowy blouse and cute paper bag pants.

    Fit & Features

    • Open square toe | Toe strap
    • Adjustable around the ankle strap
    • Closed back
    • Sturdy block heel
    • Nubuck material

    Style Number/Barcode: 07401-2189

    Category Name: Women’s Shoes

    Price: $12.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Feelin' Fierce Leopard Print Stiletto Booties

    Yes babe, these leopard print stiletto booties will make you as fierce as can be! Slay each step in these booties that feature a trendy pointed toe and all over wild leopard print. Pair with a classic little black dress and a gold necklace for the perf date night in vibe.

    Fit & Features

    • Pointed toe
    • Elastic detail on each side
    • Back zipper closure
    • Stilleto heel
    • Leopard print

    Style Number/Barcode: 07403-0315

    Category Name: Women’s Shoes

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Clearly Yours Lucite Wedges

    Clearly these on-trend lucite wedges were made for you! They feature a patent faux leather strappy design and a clear lucite wedge heel. Pair with your fave flirty mini dress and sleek hoops for an off the moment date night look!

    Fit & Features

    • Open toe | Small toe strap
    • Adjustable around the ankle strap
    • Open heel
    • Clear lucite wedge heel
    • Patent PU material

    Style Number/Barcode: 07406-0074

    Category Name: Women’s Shoes

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • It Girl Super Platform Block Heels

    These super platform block heels will totally showcase your it girl status! They feature a tall platform with a sturdy block heel. Get ready to strut in these gorg heels paired with an adorable skater dress and rhinestone earrings!

    Fit & Features

    • Open toe | Toe strap
    • Adjustable around the ankle thin strap
    • Closed back
    • Tall platform
    • Sturdy block heel
    • Nubuck material

    Style Number/Barcode: 07401-2193

    Category Name: Women’s Shoes

    Price: $9.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Take Two Faux Nubuck Block Heel

    Create twice the appeal in block heels that bring a chic touch to your favorite outfits! Dress up these heels with a flowy sundress and sunnies for a stylish outing with the squad. The heels feature an open back, an adjustable ankle strap with mini rectangular buckle, narrow asymmetrical straps over the toe and a low block heel. 

    Fit & Features

    • Open back
    • Adjustable ankle strap with mini rectangular buckle
    • Asymmetrical straps over the toe
    • Open almond toe
    • Low block heel
    • Faux Nubuck material 

    Style Number/Barcode: 07401-2379

    Category Name: Women’s Shoes

    Price: $19.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Classic Faux Leather Platform Block Heels

    Everyone needs this classic pair of block heels in their closet ASAP! Perf for any occasion where you want to feel a little more dressed up, they feature a chic platform and sturdy block heel. Wear these with your fave pair of jeans and a crop top to elevate your look!

    Fit & Features

    • Open almond toe
    • Adjustable buckle ankle strap
    • Closed-back
    • Small platform
    • Sturdy block heel
    • PU material

    Style Number/Barcode: 07401-0979

    Category Name: Women’s Shoes

    Price: $12.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Faux Leather Croc Embossed Block Heels

    Elevate any look with these chic faux leather block heels! Perf for a fab date night look, they feature a strappy design and a faux leather croc embossed material. Wear with some distressed mom jeans and a cute cropped blouse!

    Fit & Features

    • Open square toe
    • Dual thin toe straps
    • Adjustable around the ankle strap
    • Open back
    • Block heel
    • Faux leather croc embossed material

    Style Number/Barcode: 07401-2325

    Category Name: Women’s Shoes

    Price: $9.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Major Babe Faux Leather Block Heels

    Get ready to strut in these faux leather block heels like the major babe you are! They feature an adjustable buckle closure and a sleek block heel. Perf for a nice dinner with bae, pair these with a flirty mini dress and some chic gold hoops!

    Fit & Features

    • Open almond toe | Toe strap
    • Adjustable around the ankle buckle strap
    • Closed back
    • Block heel
    • PU material

    Style Number/Barcode: 07401-2280

    Category Name: Women’s Shoes

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sunny Day Stunner Peep-Toe Cut-Out Heels

    These peep-toe cut-out heels are a sunny day must have! With their stacked block heel and trendy cut-outs, they're essential to wear to brunch with your girls. They'll be perfectly styled with a jumpsuit or a sweet simple dress.

    Fit & Features

    • Peep-toe
    • Cut out detailing
    • Adjustable pin-buckle closure
    • Ankle strap
    • Stacked block heel
    • Faux leather

    Style Number/Barcode: 07403-0302

    Category Name: Women’s Shoes

    Price: $12.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Of The Moment Faux Leather Espadrille Sandals

    Get a trendy, of the moment look in these faux leather espadrille sandals! They feature a wide faux leather band and a sporty ridged espadrille sole. Wear with a flirty floral dress and gold jewelry for your next backyard bbq!

    Fit & Features

    • Open round toe | Wide toe strap
    • Adjustable around the ankle strap
    • Open back
    • Espadrille sole | Sporty ridged detail

    Style Number/Barcode: 07404-0546

    Category Name: Women’s Shoes

    Price: $13.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale